Production of fast orange, red, or brown shades on vegetable fibers and dyestuffs therefor.



UNITED sTAr s regular oFFioE.

HERBERT LEVINSTEIN AND JAMES BADDILEY, OF MANCHESTER, ENGLAND, ASSIGN- OBS TO LEVINSTEIN LIMITED, OF MANCHESTER, ENGLAND, A LIMITED LIABILITY COMPANY UNDER THE LAWS OF GREAT BRITAIN AND IRELAND.

IPRODTICTION OF FAST ORANGE, RED, OB. BROWN SHADES ON VEGETABLE L IBERS AND DYESTUFFS THEREFOR.

No Drawing.

To all whom it may concern 4 Be it known that we, HERBERT Lnvrx S'IElN, M. Sc, Ph. D.. and JAMES BADDILEY,

B. So, both subjects of the King of Great Britain and Ireland, and both residents of Blackley, Manchester, in the county of Lancaster, England, have invented new and useful Improvements in the Production of Fast Orange, Red, or Brown Shades on Vegetable Fibers and Dyestuffs Thercfor, of which the following is a specification.

Itshas hitherto been found possible to fix certain direct coloring matters on vegetable fibers-by means of formaldehyde, thus obtaining inia convenient manner shades of great resistance to washing or to boiling soap. But to produce fast orange, or red shades on the fiber other methods have hitherto had to be employed. such as, for instance, the use of diazotizable dyestuffs;

This invention consists in the production, as hereinafter described, of direct orange, brown and red dyestuffs of great brilliancy, and their fixation, after dyeing on vegetable fiber, with formaldehyde. Shades are tli reby obtained which are not only produced in a more simple manner, but are also much faster to boiling soap than are those obtained by develbping dyestuffs. The fastness to acids, alkalis, and light is also good.

In carrying this invention into effect for the production of the new dyestuffs we com bine with two molecules of resorcin a tetrazo body. having the general formula Qwherej) is a residue of the general constitution Ar.CO.NH.Ar., where Ar represents '7 an .aryl radical.

Example I: 257 parts of metanitroben- 'zoyhnetaphenylenediamin are diazotized by istirrihg with 69 parts of sodium nitrite and the necessary quantity of hydrochloric acid.

,The diaz'o compound thus obtained is mixed Specification of Letters Patent.

Patented May 30, 1916.

Application filed November 23, 1913. Serial No. 803,567.

in soda alkaline solution with 358 parts of Q-metuaniinobenzoylamino-5-naphthol-Y-sulfonic acid. \Vhen the combination is completed 480 parts of sodium sulfid crystals are added and the mixture heated to about C. until the reduction of the nitro group completed. The excess of alkali is then neutralized, the dyestufi filtered off, redissolved, preci 'iitated with an excess of hydrocliloril': acid, and finally tetrazotized by means of 138 parts of sodium nitrite. The mixture is then poured into a, strongly alkaline solution of 220 parts or resorcin and stirred until combination is completed. The dyestutl' is then isolated by salting out and filtering. It dyes cotton in brilliant orange shades which are fast to light and .then isolated by neutralizing the excess of alkali, redissolved in water withthe aid of' sodium carbonate and tetrazotized by means of 138 parts of sodium nitrite and the necessary quantity of hydrochloric acid. The tetrazobody thus obtained is poured into a solution containing 220 parts of resorcinand suflicient sodium carbonate to render the reaction mixture alkaline. l Vhen the combination is completed the dyestuff is isolated by salting out and filtering. It dyes cotton in brown shades fast to. acids, alkalis and light, and which'on after treatment with formaldehyde become extremely fast to washing and to boiling soap,

ExampleIII: 257 parts of metanitrobem zoylmetaphenylenediamin are diazotized and coupled with 239 parts of Lamina-5- naphthol-Tsulfonic acid in soda alkaline solution. The monoa ao compound is reduced and. isolated as in Example I, redissolved-in water, and tetrazotized by. means of 138 parts of sodium nitrite and the necessary quantity ofhydrochloric acid. The resultand light. 'On after-treating with formaldehyde the dyeings are fixed extremely fast as in the preceding examples,

What we claim is 1. The process of producing orange, brown or red substantive dyestuffs capable of being fixed on vegetable fibers by aftertreatment with formaldehyde, which process consists in combining two molecules of resorcin with a tetrazo body having the general formula substantially as described.

2. Substantive dyestuffs capable of being fixed'on vegetable fibers by aftertreatment 'with formaldehyde and which dyestuffs have Where D is the residue of the general constitution Ar.C-O.NH.Ar.

In witness whereof we have hereunto set 40 i our hands in the presence of two subscribing witnesses.

HERBERT LEVINSTEIN. JAMES BADDILEY.

Witnesses:

JOHN OCONNELL, WILLIAM GEO. HEYS. 

